Cheap Flights from MDW to ORL

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The Cheapest Round-trip Tickets from to Orlando

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3 May 20267 May 2026DirectFrontier AirlinesRT from 87

The Cheapest Flights for this Month from to Orlando

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15 February 202618 February 20261 StopFrontier AirlinesRT from 252
16 February 202619 February 20261 StopFrontier AirlinesRT from 309
18 February 202619 February 20261 StopFrontier AirlinesRT from 311
20 February 202622 February 20261 StopFrontier AirlinesRT from 273
21 February 202628 February 2026DirectFrontier AirlinesRT from 151
22 February 202628 February 2026DirectFrontier AirlinesRT from 167
23 February 202628 February 20261 StopFrontier AirlinesRT from 161
25 February 20262 March 20261 StopFrontier AirlinesRT from 188
26 February 202628 February 20261 StopFrontier AirlinesRT from 137
4 March 20269 March 20261 StopFrontier AirlinesRT from 129
6 March 20269 March 2026DirectFrontier AirlinesRT from 156
16 March 202618 March 2026DirectFrontier AirlinesRT from 97
18 March 202622 March 20261 StopFrontier AirlinesRT from 177
19 March 202621 March 2026DirectFrontier AirlinesRT from 215
27 March 202630 March 2026DirectFrontier AirlinesRT from 292
2 April 20266 April 2026DirectFrontier AirlinesRT from 239
10 April 202612 April 20261 StopFrontier AirlinesRT from 228
14 April 202619 April 20261 StopFrontier AirlinesRT from 159
16 April 202619 April 20261 StopFrontier AirlinesRT from 140
17 April 202619 April 20261 StopFrontier AirlinesRT from 122
23 April 202630 April 20261 StopFrontier AirlinesRT from 111
24 April 202627 April 20261 StopFrontier AirlinesRT from 111
29 April 20266 May 20261 StopFrontier AirlinesRT from 164
30 April 20264 May 20261 StopFrontier AirlinesRT from 141
3 May 20267 May 2026DirectFrontier AirlinesRT from 87
20 May 202625 May 20261 StopFrontier AirlinesRT from 225
27 May 20267 June 20261 StopFrontier AirlinesRT from 338
2 June 20266 June 2026DirectSouthwest AirlinesRT from 413
8 June 202612 June 2026DirectFrontier AirlinesRT from 194
26 June 20263 July 2026DirectSouthwest AirlinesRT from 197
7 August 202610 August 2026DirectFrontier AirlinesRT from 242
11 October 202616 October 2026DirectSouthwest AirlinesRT from 461
17 October 202618 October 20261 StopPorter AirlinesRT from 814
30 October 20262 November 20261 StopPorter AirlinesRT from 840

The Cheapest Flights from to Orlando for the Year Ahead

Departure atReturn atStopsAirlineFind tickets
26 February 202628 February 20261 StopFrontier AirlinesRT from 137
16 March 202618 March 2026DirectFrontier AirlinesRT from 97
23 April 202630 April 20261 StopFrontier AirlinesRT from 111
3 May 20267 May 2026DirectFrontier AirlinesRT from 87
8 June 202612 June 2026DirectFrontier AirlinesRT from 194
7 August 202610 August 2026DirectFrontier AirlinesRT from 242
11 October 202616 October 2026DirectSouthwest AirlinesRT from 461
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